Young, Ian S.’s team published research in Organic Letters in 2018-07-06 | CAS: 132097-09-7

Organic Letters published new progress about Amidation. 132097-09-7 belongs to class pyridine-derivatives, name is 2,4-Dichloro-3-methylpyridine, and the molecular formula is C6H5Cl2N, Synthetic Route of 132097-09-7.

Young, Ian S. published the artcilePalladium-Catalyzed Site-Selective Amidation of Dichloroazines, Synthetic Route of 132097-09-7, the main research area is dichloroazine amide amidation palladium; chloroazinyl amide regioselective preparation; palladium amidation catalyst.

A highly site-selective amidation reaction of substituted 2,4-dichloroazines is reported. Palladium acetate/1,1′-bis(diphenylphosphino)ferrocene (dppf) was identified as the optimal catalyst system, producing >99:1 C-2/C-4 selectivity for most examples. The generality of this transformation was demonstrated through a survey of a diverse amide/substituted 2,4-dichloroazine scope, leading to the preparation of the desired C-2 amidated products in good to excellent yields.

Organic Letters published new progress about Amidation. 132097-09-7 belongs to class pyridine-derivatives, name is 2,4-Dichloro-3-methylpyridine, and the molecular formula is C6H5Cl2N, Synthetic Route of 132097-09-7.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Puszko, A.’s team published research in Polish Journal of Chemistry in 1992-10-31 | CAS: 132097-09-7

Polish Journal of Chemistry published new progress about IR spectra. 132097-09-7 belongs to class pyridine-derivatives, name is 2,4-Dichloro-3-methylpyridine, and the molecular formula is C6H5Cl2N, Safety of 2,4-Dichloro-3-methylpyridine.

Puszko, A. published the artcile13C NMR spectra of 2,4-dihalopicolines and their N-oxides and IR spectra of 2-halopicoline N-oxides, 2,4-dihalopicoline N-oxides and 2-halo-4-nitropicoline N-oxides, Safety of 2,4-Dichloro-3-methylpyridine, the main research area is NMR IR spectra halopicoline; picoline halo NMR IR spectra; substituent effect NMR IR spectra halopicoline.

The 13C NMR and IR spectra of the title compounds were recorded and their spectral parameters assigned. The influence of electronic properties of the substituents on the direction of chem. shifts and νN-O values is discussed. The ratio between a substituted heterocyclic compound and its parent and the identically substituted benzene derivatives has been determined

Polish Journal of Chemistry published new progress about IR spectra. 132097-09-7 belongs to class pyridine-derivatives, name is 2,4-Dichloro-3-methylpyridine, and the molecular formula is C6H5Cl2N, Safety of 2,4-Dichloro-3-methylpyridine.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Puszko, A.’s team published research in Polish Journal of Chemistry in 1992-10-31 | CAS: 132097-09-7

Polish Journal of Chemistry published new progress about IR spectra. 132097-09-7 belongs to class pyridine-derivatives, name is 2,4-Dichloro-3-methylpyridine, and the molecular formula is C6H5Cl2N, Safety of 2,4-Dichloro-3-methylpyridine.

Puszko, A. published the artcile13C NMR spectra of 2,4-dihalopicolines and their N-oxides and IR spectra of 2-halopicoline N-oxides, 2,4-dihalopicoline N-oxides and 2-halo-4-nitropicoline N-oxides, Safety of 2,4-Dichloro-3-methylpyridine, the main research area is NMR IR spectra halopicoline; picoline halo NMR IR spectra; substituent effect NMR IR spectra halopicoline.

The 13C NMR and IR spectra of the title compounds were recorded and their spectral parameters assigned. The influence of electronic properties of the substituents on the direction of chem. shifts and νN-O values is discussed. The ratio between a substituted heterocyclic compound and its parent and the identically substituted benzene derivatives has been determined

Polish Journal of Chemistry published new progress about IR spectra. 132097-09-7 belongs to class pyridine-derivatives, name is 2,4-Dichloro-3-methylpyridine, and the molecular formula is C6H5Cl2N, Safety of 2,4-Dichloro-3-methylpyridine.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Young, Ian S.’s team published research in Organic Letters in 2018-07-06 | CAS: 132097-09-7

Organic Letters published new progress about Amidation. 132097-09-7 belongs to class pyridine-derivatives, name is 2,4-Dichloro-3-methylpyridine, and the molecular formula is C6H5Cl2N, Synthetic Route of 132097-09-7.

Young, Ian S. published the artcilePalladium-Catalyzed Site-Selective Amidation of Dichloroazines, Synthetic Route of 132097-09-7, the main research area is dichloroazine amide amidation palladium; chloroazinyl amide regioselective preparation; palladium amidation catalyst.

A highly site-selective amidation reaction of substituted 2,4-dichloroazines is reported. Palladium acetate/1,1′-bis(diphenylphosphino)ferrocene (dppf) was identified as the optimal catalyst system, producing >99:1 C-2/C-4 selectivity for most examples. The generality of this transformation was demonstrated through a survey of a diverse amide/substituted 2,4-dichloroazine scope, leading to the preparation of the desired C-2 amidated products in good to excellent yields.

Organic Letters published new progress about Amidation. 132097-09-7 belongs to class pyridine-derivatives, name is 2,4-Dichloro-3-methylpyridine, and the molecular formula is C6H5Cl2N, Synthetic Route of 132097-09-7.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Puszko, A.’s team published research in Chemical Papers in 1990 | CAS: 132097-09-7

Chemical Papers published new progress about Dipole moment. 132097-09-7 belongs to class pyridine-derivatives, name is 2,4-Dichloro-3-methylpyridine, and the molecular formula is C6H5Cl2N, Application In Synthesis of 132097-09-7.

Puszko, A. published the artcileElectric dipole moments of 2,4-dihalopicolines and their N-oxides, Application In Synthesis of 132097-09-7, the main research area is dipole moment picoline oxide halogen derivative.

Dipole moment values of 2,4-dichloro- and 2,4-dibromopicolines and their N-oxides were calculated from the permittivity and refractive indexes measurements as well as by means of composition of groups and bonds moments vectors. The influence of substituents effects on the dipole moment values was discussed and the results obtained were compared.

Chemical Papers published new progress about Dipole moment. 132097-09-7 belongs to class pyridine-derivatives, name is 2,4-Dichloro-3-methylpyridine, and the molecular formula is C6H5Cl2N, Application In Synthesis of 132097-09-7.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Bach, Peter’s team published research in European Journal of Organic Chemistry in 2012 | CAS: 132097-09-7

European Journal of Organic Chemistry published new progress about Hydrogen bond. 132097-09-7 belongs to class pyridine-derivatives, name is 2,4-Dichloro-3-methylpyridine, and the molecular formula is C6H5Cl2N, SDS of cas: 132097-09-7.

Bach, Peter published the artcileEffects of the Pyridine 3-Substituent on Regioselectivity in the Nucleophilic Aromatic Substitution Reaction of 3-Substituted 2,6-Dichloropyridines with 1-Methylpiperazine Studied by a Chemical Design Strategy, SDS of cas: 132097-09-7, the main research area is effect dichloropyridine substituent regioselectivity nucleophilic aromatic substitution reaction.

A chem. design strategy has been used to select 3-substituted 2,6-dichloropyridines for the nucleophilic aromatic substitution reaction with 1-methylpiperazine. The aim was to study the dependency of the regioselectivity in these reactions on the character of the pyridine 3-substituent expressed by their lipophilicity (PI), size (MR), and inductive effect (σp). Interestingly, the regioselectivity did not correlate with any of these parameters, but in a statistically significant manner with the Verloop steric parameter B1, as indicated by the p value of 0.006 (R2 = 0.45). This implies that bulky 3-substituents close to the pyridine ring induce regioselectivity towards the 6-position. Useful in practical synthesis is the different regioselectivity obtained with a carboxylic acid 3-substituent and precursors or derivatives thereof. Thus, in acetonitrile as solvent, 3-carboxylate and 3-amide substituents were preferred to obtain the 2-isomer (9:1 ratio of the 6-isomer), whereas the 3-cyano and 3-trifluoromethyl substituents were preferred to obtain the 6-isomer (9:1 ratio of the 2-isomer). Anal. of the regioselectivity Rsel for the pyridine 2-position in the reaction of 2,6-dichloro-3-(methoxycarbonyl)pyridine with 1-methylpiperazine in 21 different solvents showed that Rsel could be predicted by the Kamlet-Taft equation: Rsel = 1.28990 + 0.03992α – 0.59417β – 0.46169π* (R2 = 0.95, p = 1.9 × 10-10). Rsel is thus mainly correlated with the ability of the solvent to function as a hydrogen-bond acceptor, as expressed by the solvatochromic β parameter. Thus, the 16:1 regioselectivity for the 2-isomer in DCM (β = 0.10) could be switched to a 2:1 selectivity for the 6-isomer in DMSO (β = 0.76).

European Journal of Organic Chemistry published new progress about Hydrogen bond. 132097-09-7 belongs to class pyridine-derivatives, name is 2,4-Dichloro-3-methylpyridine, and the molecular formula is C6H5Cl2N, SDS of cas: 132097-09-7.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Yang, Min’s team published research in Journal of Organic Chemistry in 2020-05-15 | CAS: 132097-09-7

Journal of Organic Chemistry published new progress about Biocompatibility. 132097-09-7 belongs to class pyridine-derivatives, name is 2,4-Dichloro-3-methylpyridine, and the molecular formula is C6H5Cl2N, Application In Synthesis of 132097-09-7.

Yang, Min published the artcilePalladium-Catalyzed C-4 Selective Coupling of 2,4-Dichloropyridines and Synthesis of Pyridine-Based Dyes for Live-Cell Imaging, Application In Synthesis of 132097-09-7, the main research area is palladium catalyst coupling dichloropyridine boronic ester toxicity cell imaging; pyridine dye palladium catalyst coupling dichloropyridine boronic ester.

An alternative process of Pd-catalyzed C-4 selective coupling of 2,4-dichloropyridines with boronic esters was developed, which afforded 24 examples of C-4 coupled pyridines in moderate to good yields. After further arylation, 21 examples of C-2, C-4 diarylated pyridines with a significant photophys. property were obtained, which were applied as pyridine-based dyes into live-cell imaging with good biocompatibility and low toxicity.

Journal of Organic Chemistry published new progress about Biocompatibility. 132097-09-7 belongs to class pyridine-derivatives, name is 2,4-Dichloro-3-methylpyridine, and the molecular formula is C6H5Cl2N, Application In Synthesis of 132097-09-7.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Ogasawara, Daisuke’s team published research in Journal of Medicinal Chemistry in 2019-02-14 | CAS: 132097-09-7

Journal of Medicinal Chemistry published new progress about Crystal structure. 132097-09-7 belongs to class pyridine-derivatives, name is 2,4-Dichloro-3-methylpyridine, and the molecular formula is C6H5Cl2N, Product Details of C6H5Cl2N.

Ogasawara, Daisuke published the artcileDiscovery and Optimization of Selective and in Vivo Active Inhibitors of the Lysophosphatidylserine Lipase α/β-Hydrolase Domain-Containing 12 (ABHD12), Product Details of C6H5Cl2N, the main research area is lysophosphatidylserine lipase hydrolase domain 12 ABHD12 inhibitor.

ABHD12 is a membrane-bound hydrolytic enzyme that acts on the lysophosphatidylserine (lyso-PS) and lysophosphatidylinositol (lyso-PI) classes of immunomodulatory lipids. Human and mouse genetic studies point to a key role for the ABHD12-(lyso)-PS/PI pathway in regulating (neuro)immunol. functions in both the central nervous system and periphery. Selective inhibitors of ABHD12 would offer valuable pharmacol. probes to complement genetic models of ABHD12-regulated (lyso)-PS/PI metabolism and signaling. Here, we provide a detailed description of the discovery and activity-based protein profiling (ABPP) guided optimization of reversible thiourea inhibitors of ABHD12 that culminated in the identification of DO264 as a potent, selective, and in vivo active ABHD12 inhibitor. We also show that DO264, but not a structurally related inactive control probe (S)-DO271, augments inflammatory cytokine production from human THP-1 macrophage cells. The in vitro and in vivo properties of DO264 designate this compound as a suitable chem. probe for studying the biol. functions of ABHD12-(lyso)-PS/PI pathways.

Journal of Medicinal Chemistry published new progress about Crystal structure. 132097-09-7 belongs to class pyridine-derivatives, name is 2,4-Dichloro-3-methylpyridine, and the molecular formula is C6H5Cl2N, Product Details of C6H5Cl2N.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Steib, Andreas K.’s team published research in Chemistry – A European Journal in 2015 | CAS: 132097-09-7

Chemistry – A European Journal published new progress about Aryl halides Role: RCT (Reactant), RACT (Reactant or Reagent). 132097-09-7 belongs to class pyridine-derivatives, name is 2,4-Dichloro-3-methylpyridine, and the molecular formula is C6H5Cl2N, Product Details of C6H5Cl2N.

Steib, Andreas K. published the artcileChemoselective Chromium(II)-Catalyzed Cross-Coupling Reactions of Dichlorinated Heteroaromatics with Functionalized Aryl Grignard Reagents, Product Details of C6H5Cl2N, the main research area is dichloropyridine quinoline grignard reagent chemoselective regioselective cross coupling chromium; chromium; cross-coupling; magnesium; nitrogen heterocycles.

Chromium(II) chloride catalyzes the chemoselective cross-coupling reaction of dichloropyridines with a range of functionalized (hetero)aromatic Grignard reagents at room temperature Functional groups, such as esters and acetals, are well tolerated in this transformation. Previously challenging substrates, quinolines and isoquinolines, participate in the selective Cr-catalyzed cross-coupling in cyclopentyl Me ether (CPME) as the solvent. The effective purging of Cr salts is demonstrated by using various solid supports.

Chemistry – A European Journal published new progress about Aryl halides Role: RCT (Reactant), RACT (Reactant or Reagent). 132097-09-7 belongs to class pyridine-derivatives, name is 2,4-Dichloro-3-methylpyridine, and the molecular formula is C6H5Cl2N, Product Details of C6H5Cl2N.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The origin of a common compound about 2,4-Dichloro-3-methylpyridine

According to the analysis of related databases, 132097-09-7, the application of this compound in the production field has become more and more popular.

Reference of 132097-09-7, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 132097-09-7, name is 2,4-Dichloro-3-methylpyridine, molecular formula is C6H5Cl2N, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

To a solution 2,4-dichloro-3-methyrpyridine (2.0 g, 12.3 mmol) in anhydrous carbon tetrachloride (50 mL) was added recrystallized l-bromopyrrolidine-2,5-dione (2.25 g, 12.6 mmol) and benzoyl benzenecarboperoxoate (400 mg, 1.6 mmol). The mixture was stirred at reflux for 2 hours. After cooling to room temperature, the solid material was removed by filtration and washed with carbon tetrachloride (2 x 10 mL). The filtrate was recovered and evaporated. The solid product was dried in vacuo, affording 3-(bromomethyl)-2,4-dichloropyridine (2.9 g , 99% yield). The product was used without further purification.

According to the analysis of related databases, 132097-09-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CHLORION PHARMA, INC.; UNIVERSITE LAVAL; ATTARDO, Giorgio; TRIPATHY, Sasmita; WO2010/132999; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem